1430398-57-4

Basic information

• Product Name: (2E)-3-(4-MORPHOLIN-4-YLPHENYL)ACRYLIC ACID
• Synonyms: (2E)-3-(4-MORPHOLIN-4-YLPHENYL)ACRYLIC ACID;RARECHEM AL BK 1130
• CAS NO: 1430398-57-4
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.26
• Mol File: 1430398-57-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2E)-3-(4-MORPHOLIN-4-YLPHENYL)ACRYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-(4-MORPHOLIN-4-YLPHENYL)ACRYLIC ACID(1430398-57-4)
• EPA Substance Registry System: (2E)-3-(4-MORPHOLIN-4-YLPHENYL)ACRYLIC ACID(1430398-57-4)

Safety Data

• Hazardous Substances Data: 1430398-57-4(Hazardous Substances Data)

Usage

Description

(2E)-3-(4-Morpholin-4-ylphenyl)acrylic acid is a chemical compound characterized by a morpholine ring attached to a phenyl group, which is further connected to an acrylic acid moiety. This unique structure endows it with potential reactivity and applications in various fields, making it a compound of interest for researchers in medicinal chemistry, materials science, and chemical synthesis.

Uses

Used in Pharmaceutical Industry:
(2E)-3-(4-Morpholin-4-ylphenyl)acrylic acid is used as a building block in organic synthesis for the production of pharmaceuticals. Its unique structure allows for the creation of new drug candidates with potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, (2E)-3-(4-Morpholin-4-ylphenyl)acrylic acid serves as a key component in the synthesis of agrochemicals, contributing to the development of novel products for agricultural applications.
Used in Coordination Chemistry:
(2E)-3-(4-Morpholin-4-ylphenyl)acrylic acid has potential applications as a ligand in coordination chemistry, where it can be used to form complexes with metal ions, potentially leading to new materials with specialized properties.
Used in Materials Science:
As a precursor for the preparation of materials with specific properties, (2E)-3-(4-Morpholin-4-ylphenyl)acrylic acid can be utilized in materials science to develop innovative materials with tailored characteristics for various applications.

Upstream product

• 6341-04-4 p-[N,N-bis(2-chloroethyl)amino]cinnamic acid 
• 1204-86-0 4-(4-morpholinyl)benzaldehyde 
• 141-82-2 malonic acid 
• 1359868-31-7 ethyl (E)-3-(4-morpholinophenyl)acrylate 
• 459-57-4 4-fluorobenzaldehyde 

Relevant articles and documents

Discovery of Novel Benzothiazepinones as Irreversible Covalent Glycogen Synthase Kinase 3β Inhibitors for the Treatment of Acute Promyelocytic Leukemia

Recently, irreversible inhibitors have attracted great interest in antitumors due to their advantages of forming covalent bonds to target proteins. Herein, some benzothiazepinone compounds (BTZs) have been designed and synthesized as novel covalent GSK-3β inhibitors with high selectivity for the kinase panel. The irreversible covalent binding mode was identified by kinetics and mass spectrometry, and the main labeled residue was confirmed to be the unique Cys14 that exists only in GSK-3β. The candidate 4-3 (IC50 = 6.6 μM) showed good proliferation inhibition and apoptosis-inducing ability to leukemia cell lines, low cytotoxicity on normal cell lines, and no hERG inhibition, which hinted the potential efficacy and safety. Furthermore, 4-3 exhibited decent pharmacokinetic properties in vivo and remarkably inhibited tumor growth in the acute promyelocytic leukemia (APL) mouse model. All the results suggest that these newly irreversible BTZ compounds might be useful in the treatment of cancer such as APL.

Discovery of caffeic acid phenethyl ester derivatives as novel myeloid differentiation protein 2 inhibitors for treatment of acute lung injury

Myeloid differentiation protein 2 (MD2) is an essential molecule which recognizes lipopolysaccharide (LPS), leading to initiation of inflammation through the activation of Toll-like receptor 4 (TLR4) signaling. Caffeic acid phenethyl ester (CAPE) from propolis of honeybee hives could interfere interactions between LPS and the TLR4/MD2 complex, and thereby has promising anti-inflammatory properties. In this study, we designed and synthesized 48 CAPE derivatives and evaluated their anti-inflammatory activities in mouse primary peritoneal macrophages (MPMs) activated by LPS. The most active compound, 10s, was found to bind with MD2 with high affinity, which prevented formation of the LPS/MD2/TLR4 complex. The binding mode of 10s revealed that the major interactions with MD2 were established via two key hydrogen bonds and hydrophobic interactions. Furthermore, 10s showed remarkable protective effects against LPS-caused ALI (acute lung injury) in vivo. Taken together, this work provides new lead structures and candidates as MD2 inhibitors for the development of anti-inflammatory drugs.

Design, synthesis, 3D pharmacophore, QSAR, and docking studies of carboxylic acid derivatives as Histone Deacetylase inhibitors and cytotoxic agents

In this study, five series of (E)-6-(4-substituted phenyl)-4-oxohex-5-enoic acids IIb-f (E), (E)-3-(4-(substituted)-phenyl)acrylic acids IIIa-g (E), 4-(4-(substituted)phenylamino)-4-oxobutanoic acids VIa,b,e, 5-(4-(substituted)phenylamino)-5-oxopentanoic acids VIIa,f and 2-[(4-(substituted)phenyl) carbamoyl]benzoic acids VIIIa,e were designed and synthesized. Selected compounds were screened in vitro for their cytotoxic effect on 60 human NCI tumor cell lines. Compound IIf (E) displayed significant inhibitory activity against NCI Non-Small Cell Lung A549/ATCC Cancer cell line (68% inhibition) and NCI-H460 Cancer cell line (66% inhibition). Moreover, the final compounds were evaluated in vitro for their cytotoxic activity on HepG2 Cancer cell line in which histone deacetylase (HDAC) is overexpressed. Compounds IIc (E), IIf (E), IIIb (E), and IIIg (E) exhibited the highest cytotoxic activity against HepG2 human cancer cell lines with IC50ranging from 2.27 to 10.71 μM. In addition, selected compounds were tested on histone deacetylase isoforms (HDAC1-11). Molecular docking simulation was also carried out for HDLP enzyme to investigate their HDAC binding affinity. In addition, generation of 3D-pharmacophore model and quantitative structure activity relationship (QSAR) models were combined to explore the structural requirements controlling the observed cytotoxic properties.